20,161

Middletown, DE Homes

Section Image Section Image
  • /14

    $504,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,794 Sq Ft

    1102 Highland St, Middletown, DE 19709

    Photos shown are of a previously built Oxford model and are for illustrative purposes only. Features, finishes, and layout may vary in the actual home.

    Benchmark Builders Builder
    1102 Highland St, Middletown, DE 19709
  • /27

    $489,000 Sold Nov 03, 2025

    556 Lewes Landing Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,335 Sq Ft
    • Built 2023

    Last Sold Summary

    • $209/SF
    • 15 Days On Market

    Current Estimated Value $470,652

    Last Listing Agent Suzanne Garcia Myers Realty

    556 Lewes Landing Rd, Middletown, DE 19709
    • /26

      Est $635,288 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,875 Sq Ft

      211 E Crail Ct, Middletown, DE 19709

      211 E Crail Ct, Middletown, DE 19709
  • /22

    $524,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,936 Sq Ft

    Mendocino Plan at Venue at Winchelsea 55+ - Winchelsea Singles, Middletown, DE 19709

    This single-story home is designed to offer comfort and luxury at the same time. Off the foyer is a flex space for versatile uses and a formal dining room, followed by an open concept main living area with backyard access. In addition to the expansive owner’s suite with a private full-sized bathroom, there is a secondary bedroom that can be used for overnight guests or personal needs. A two-car

    Lennar Builder
    2405 Greyfriar Loop Unit 36041423, Middletown, DE 19709
  • /2

    $742,790 Sold Nov 23, 2025

    843 New Castle Landing Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,925 Sq Ft
    • Built 2025

    Last Sold Summary

    • $254/SF

    Last Listing Agent Gina-lynn Rubin Toll Brothers Real Estate, Inc.

    843 New Castle Landing Dr, Middletown, DE 19709
    • /65

      Est $795,146 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 5,750 Sq Ft

      2 Lomond Ln, Middletown, DE 19709

      2 Lomond Ln, Middletown, DE 19709
  • /56

    $1,049,000

    • 4 Beds
    • 4 Baths
    • 4,725 Sq Ft

    251 Dillon Cir, Middletown, DE 19709

    Presenting a distinguished 4-bedroom, 4 full-bathroom, Colorado II model in Summit Pointe, a newly built boutique community, crafted by K. Hovnanian Homes. This property, only 31⁄2 years old, offers 4,725 square feet of living space with an expanded floor plan (please refer to the attached floor plans, noting the upgraded, extended areas marked in blue), with a primarily brick front elevation.

    Sally Bittel Thomas Compass

    251 Dillon Cir, Middletown, DE 19709
  • /68

    $325,000 Sold Jan 27, 2026

    189 Gillespie Ave, Middletown, DE 19709

    • 2 Beds
    • 2.5 Baths
    • 1,850 Sq Ft
    • Built 2005

    Last Sold Summary

    • $176/SF
    • 72 Days On Market

    Last Listing Agent Peggy Sheehan Patterson-Schwartz-Middletown

    189 Gillespie Ave, Middletown, DE 19709
    • /37

      Est $591,209 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,875 Sq Ft

      42 W Kilts Ln, Middletown, DE 19709

      42 W Kilts Ln, Middletown, DE 19709
  • /13

    $521,500 Open Fri 11AM - 5PM

    • 2 Beds
    • 2 Baths
    • 2,059 Sq Ft

    204 Baldy Ln Unit BELVILLE, Middletown, DE 19709

    Welcome to the Belville Model in the 55+community of Traditions at Whitehall. TO BE BUILT. This inviting 2-Bedroom home has a welcoming foyer which leads you down the hall towards the main living area! An open kitchen and breakfast area which flows into the large great room and is perfect for entertaining! The owner’s suite in the front features a large walk-in closet and owner’s bath with a

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit BELVILLE, Middletown, DE 19709
  • /43

    $584,000 Sold Dec 30, 2025

    16 E Shakespeare Dr, Middletown, DE 19709

    • 5 Beds
    • 3.5 Baths
    • 2,725 Sq Ft
    • Built 2004

    Last Sold Summary

    • $214/SF
    • 84 Days On Market

    Last Listing Agent Gary Stewart Century 21 Emerald

    16 E Shakespeare Dr, Middletown, DE 19709
    • /40

      Est $493,466 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,450 Sq Ft

      712 Pergola Ln, Middletown, DE 19709

      712 Pergola Ln, Middletown, DE 19709
  • /45

    $490,000

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    148 Gazebo Ln, Middletown, DE 19709

    WOW! Simply Gorgeous! This popular Kipling model offers open floor plan, foyer with 11 FT ceiling, wainscoting and gleaming hardwoods extending from foyer thru living room, dining room and kitchen. Well appointed kitchen has granite counters including island with seating for 3, stainless steel appliances, recessed & upgraded lighting. Dining area has sliders to upgraded & enlarged paver patio,

    Mary Lynch Patterson-Schwartz-Middletown

    148 Gazebo Ln, Middletown, DE 19709
  • /24

    $515,000 Sold Feb 28, 2025

    10 Morning Dew Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,250 Sq Ft
    • Built 2000

    Last Sold Summary

    • $158/SF
    • 21 Days On Market

    Current Estimated Value $530,476

    Last Listing Agent Evan Ward ELM Properties

    10 Morning Dew Dr, Middletown, DE 19709
    • /27

      Est $488,668 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 2,500 Sq Ft

      706 Pergola Ln, Middletown, DE 19709

      706 Pergola Ln, Middletown, DE 19709
  • /11

    $614,000 Open Fri 11AM - 5PM

    • 3 Beds
    • 2 Baths
    • 2,477 Sq Ft

    204 Baldy Ln Unit COTTONWOOD, Middletown, DE 19709

    Welcome to the Cottonwood Model, TO BE BUILT, in the highly sought-after 55+ community of Traditions at Whitehall. This 3-bedroom home features a generous Owner’s Suite at the front of the home, complete with double walk-in closets leading to a luxurious en-suite bath, offering a privacy water closet and a 5-foot tile shower. At the rear of the home, you will find the kitchen and dining area that

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit COTTONWOOD, Middletown, DE 19709
  • /77

    $550,000 Sold Aug 28, 2025

    407 Northhampton Way, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 3,523 Sq Ft
    • Built 2008

    Last Sold Summary

    • $156/SF
    • 19 Days On Market

    Current Estimated Value $554,640

    Last Listing Agent Michelle Brown EXP Realty, LLC

    407 Northhampton Way, Middletown, DE 19709
    • /43

      Est $659,207 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,678 Sq Ft

      603 E Glen Mare Dr, Middletown, DE 19709

      603 E Glen Mare Dr, Middletown, DE 19709
  • /34

    $554,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,833 Sq Ft

    1930 Dixon Way, Middletown, DE 19709

    The Asheville - with over 2,800 finished sq. ft. - delivers modern design and comfortable living with spaces made for both entertaining and everyday relaxation. The contemporary kitchen is the heart of the home, featuring a large island, walk-in pantry, and designer Looks interior selections that elevate the space. A covered front porch and rear deck invite you to welcome guests or unwind

    Barbara Heilman Delaware Homes Inc

    1930 Dixon Way, Middletown, DE 19709
  • /37

    $629,900 Sold Sep 03, 2025

    540 Swansea Dr, Middletown, DE 19709

    • 5 Beds
    • 3.5 Baths
    • 4,447 Sq Ft
    • Built 2018

    Last Sold Summary

    • $142/SF
    • 16 Days On Market

    Current Estimated Value $650,294

    Last Listing Agent Deborah Cadwallader RE/MAX Horizons

    540 Swansea Dr, Middletown, DE 19709
    • /57

      Est $623,622 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,925 Sq Ft

      36 Kirkcaldy Ln, Middletown, DE 19709

      36 Kirkcaldy Ln, Middletown, DE 19709
  • /41

    $579,000 Open Fri 11AM - 5PM

    • 3 Beds
    • 2 Baths
    • 2,004 Sq Ft

    204 Baldy Ln Unit CAYOT, Middletown, DE 19709

    Welcome to the Cayot Model, in the desirable 55+ community of Traditions at Whitehall. This charming 3-bedroom home has a great open concept floor plan which offers all one floor living and a welcoming dining room and great room upon entry. At the rear of the home, you will find the luxurious owner's suite complete with walk-in closet and an en-suite bath, including a 5-foot tile shower. With a

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit CAYOT, Middletown, DE 19709
  • /33

    $650,000 Sold Jun 13, 2025

    207 Serenity Ln, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,100 Sq Ft
    • Built 2023

    Last Sold Summary

    • $210/SF
    • 1 Day On Market

    Current Estimated Value $681,135

    Last Listing Agent Eric Buck Long & Foster Real Estate, Inc.

    207 Serenity Ln, Middletown, DE 19709
    • /58

      Est $661,541 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 5,527 Sq Ft

      107 E Kilts Ln, Middletown, DE 19709

      107 E Kilts Ln, Middletown, DE 19709
  • /58

    $799,900

    • 5 Beds
    • 3.5 Baths
    • 5,100 Sq Ft

    870 Sweet Birch Dr, Middletown, DE 19709

    Welcome to 870 Sweet Birch Drive, a stunning 5-bedroom, 3.1-bath home nestled in the desirable neighborhood of Parkside. Built in 2021, this modern gem offers a perfect blend of contemporary design and luxurious comfort. The main level features a large great room that opens to a show-stopping kitchen with a large center island, a bright and airy breakfast room, and a first-floor office ideal for

    Jackie Patrick Compass

    870 Sweet Birch Dr, Middletown, DE 19709
  • /41

    $475,000 Sold Dec 01, 2025

    47 Spring Arbor Dr, Middletown, DE 19709

    • 2 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • Built 2016

    Last Sold Summary

    • $271/SF
    • 20 Days On Market

    Last Listing Agent Rick Anibal RE/MAX Advantage Realty

    47 Spring Arbor Dr, Middletown, DE 19709
    • /63

      Est $640,456 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,725 Sq Ft

      6 Sir James St, Middletown, DE 19709

      6 Sir James St, Middletown, DE 19709
  • /24

    $533,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,389 Sq Ft

    Carson Plan at Venue at Winchelsea 55+ - Winchelsea Singles, Middletown, DE 19709

    On the first level of this new two-story home is a spacious owner’s suite complete with an adjoining bathroom and walk-in closet. At the heart of the layout is an open-plan design shared among the kitchen, Great Room and breakfast nook, with glass sliders to extend to the backyard. Upstairs is a sprawling loft to suit a multitude of needs and two secondary bedrooms, one of which has direct access

    Lennar Builder
    2405 Greyfriar Loop Unit 36041422, Middletown, DE 19709
  • /42

    $490,000 Sold May 01, 2025

    2218 S Okeeffe Ln, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,675 Sq Ft
    • Built 2014

    Last Sold Summary

    • $183/SF
    • 4 Days On Market

    Current Estimated Value $496,521

    Last Listing Agent Daniel Marcantuno Keller Williams Real Estate - West Chester

    2218 S Okeeffe Ln, Middletown, DE 19709
    • /54

      Est $628,647 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,025 Sq Ft

      27 Haggis Rd, Middletown, DE 19709

      27 Haggis Rd, Middletown, DE 19709
  • /38

    $425,000 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

    Alrich Carriage Plan at Traditions at Whitehall - 55+ Active Adult - Carriage Homes, Middletown, DE 19709

    This stunning carriage home offers the perfect blend of elegance and functionality! Step inside and be greeted by a spacious foyer leading to the great room and open-concept kitchen/dining room - perfect for entertaining guests. The large first-floor owner's suite boasts a private bath and walk-in closet. Upstairs, you'll find a versatile loft area, a second bedroom, and another full bath. Below,

    Benchmark Builders Builder
    204 Baldy Ln Unit 39052080, Middletown, DE 19709
  • /30

    $535,000 Sold Feb 20, 2025

    198 Gloucester Blvd, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 4,523 Sq Ft
    • Built 2009

    Last Sold Summary

    • $118/SF
    • 19 Days On Market

    Current Estimated Value $579,216

    Last Listing Agent Shakima Thimba Patterson-Schwartz-Middletown

    198 Gloucester Blvd, Middletown, DE 19709
    • /52

      Est $657,713 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,250 Sq Ft

      319 Braemar St, Middletown, DE 19709

      319 Braemar St, Middletown, DE 19709
  • /33

    $527,000 Open Fri 7AM - 8PM

    • 2 Beds
    • 2 Baths
    • 2,053 Sq Ft

    120 Burlina Blvd Unit BLOOMFIELD MODEL, Middletown, DE 19709

    Welcome to the popular Bloomfield Model in the 55+ community of Traditions at Whitehall. This floor plan has 2-Bedrooms with a standard loft and a generously sized great room open to the kitchen and dining area. You will have plenty of space if you like to entertain. A rear Owner's Suite gives maximum privacy and includes a large walk-in closet and en-suite with a double bowl vanity and 5-foot

    Lindsay Shaffer RE/MAX Elite

    120 Burlina Blvd Unit BLOOMFIELD MODEL, Middletown, DE 19709
  • /97

    $960,000 Sold Jul 28, 2025

    878 Sweet Birch Dr, Middletown, DE 19709

    • 6 Beds
    • 5 Baths
    • 5,250 Sq Ft
    • Built 2020

    Last Sold Summary

    • $183/SF
    • 9 Days On Market

    Current Estimated Value $973,162

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    878 Sweet Birch Dr, Middletown, DE 19709
    • /50

      Est $622,323 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,675 Sq Ft

      18 Haggis Rd, Middletown, DE 19709

      18 Haggis Rd, Middletown, DE 19709
  • /2

    $439,311 Pending

    • 3 Beds
    • 2 Baths
    • 2,232 Sq Ft

    448 Rederick Ln Unit MASSEY LOT 67, Middletown, DE 19709

    MASSEY INTERIOR UNIT- 3 bedrooms, 2.5 baths, 1 car garage. Approx. 2232 SF! This home features a Finished den, 42" cabinets in kitchen, island, stainless steel appliances, gas range, dishwasher, microwave and recessed lighting in Kitchen. LVP flooring upgrades and Breakfast Bar in kitchen. 3 pc rough in walk out basement. Don't miss out on this spectacular floor plan! Builder Splits Transfer Tax

    Lindsay Shaffer RE/MAX Elite

    448 Rederick Ln Unit MASSEY LOT 67, Middletown, DE 19709
  • /40

    $412,000 Sold Jan 23, 2026

    932 Lissicasey Loop, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 2018

    Last Sold Summary

    • $196/SF
    • 28 Days On Market

    Last Listing Agent Emma Stricker First Class Properties

    932 Lissicasey Loop, Middletown, DE 19709
    • /54

      Est $522,407 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,150 Sq Ft

      341 Northhampton Way, Middletown, DE 19709

      341 Northhampton Way, Middletown, DE 19709
  • /41

    $399,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    827 Lissicasey Loop, Middletown, DE 19709

    Welcome to 827 Lissicasey Loop, a beautifully maintained home that offers the feel of new construction without the additional costs or waiting on a building timeline. Located in one of Middletown’s sought-after communities, this move-in-ready property allows you to enjoy modern finishes and thoughtful upgrades from day one. Inside, you'll find a welcoming entryway that leads to a newly renovated

    Alexandra Atsidis Empower Real Estate, LLC

    827 Lissicasey Loop, Middletown, DE 19709

Showing Results 321 - 360, Page 9 of 18

How to Buy a Home How to Finance a Home How to Sell a Home